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Town’s mission is to give every small business the financial services edge of a Fortune 500 company. We’re starting by building the world’s most advanced small business tax advisory, powered by AI. Each year, more than 10 million business owners feel frustrated, anxious, and overwhelmed by their taxes—they need expert guidance. Town is that expert.

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Meet the founders

• Jean-Denis Greze — former CTO at Plaid, where he grew the Engineering, Product, Design org to over 500 while scaling the company to over $300M in revenue
• Tony Vincent — Director of Applied AI Product at Google, co-founder of Aspen (acquired by Google) and Sold (acquired by Dropbox)

Key challenges you’ll be tackling

As our Founding Designer, you will have full ownership of the product UX, including both interaction and visual design, as well as the broader scope of branding and marketing visuals. Your responsibilities will be pivotal in shaping the design ethos and user experience at Town from the ground up. Here’s what you’ll be diving into:

Reimagining Tax Product UX

Tax preparation is undergoing a transformation—what traditionally took months can now be completed in minutes. You’ll have the unique opportunity to design an entirely new user experience that integrates human expertise and AI insights. How do we replace lengthy questionnaires when we can pre-fill answers from customer systems? How do we create a seamless, intuitive interface that makes sophisticated automation feel simple and approachable? These challenges will require creativity, innovation, and a deep understanding of both interaction and visual design.

Building a Unified Brand and Marketing Experience

As a small team, we need a cohesive brand identity that spans our product, marketing materials, and website. You’ll take ownership of defining and refining our visual identity, ensuring consistency across all touchpoints. You’ll manage multiple brand and marketing vendors, guiding them to deliver materials that align with Town’s mission and voice while maintaining the high standards we set for our user experience.

Customer-Driven Design Insights

To design a truly transformative product, you’ll need to build a direct connection with our customers—current and prospective. You’ll lead user research efforts, uncovering the most critical pain points and refining our designs to address them. Your insights will guide the team in creating an experience that resonates deeply with small business owners.

Telling the Town Story

As the design lead, you’ll play a key role in translating our mission into a compelling narrative that reaches small business owners where they are. From marketing campaigns to product interfaces, your work will help position Town as the trusted, approachable expert they need.

How we work

• No BS culture: we want to do great work, without politics or process getting in the way. We're hiring people who are excited to grow a company from day one. We seek individuals who are hungry to do their best work alongside a small group of like-minded colleagues. Join us if you want to push yourself, build something extraordinary, and learn from experienced teammates who will challenge you to grow.
• Getting in on the ground floor:
  • Company Impact: As one of our first hires, you'll shape both design and product direction for this massive opportunity. Our early team is all engineers except for one designer — you’ll own the product and outcome from your first day!
  • Work directly with our world-class founding team. You'll collaborate in-person with Tony, Jean-Denis, and Angela over the next 18–24 months. Join us for energetic whiteboard sessions, a vibrant environment, and the chance to do your best work!
• We work as a small team 5 days a week in-person in SF. We really like whiteboards and find they're most effective when the whole team can collaborate in front of them.
  • All three founders have kids and families, and we prioritize quality work over hours logged. We understand the need for flexibility—it's absolutely fine to take time for doctor's appointments, children's recitals, and other family commitments when needed.

Business traction